Month: October 2022

《Visible-Light-Driven, Photoredox-Catalyzed Cascade of ortho-Hydroxycinnamic Esters To Access 3-Fluoroalkylated Coumarins》 was written by Song, Dan; Wang, Chao-Ming; Ye, Zhi-Peng; Xia, Peng-Ju; Deng, Zhi-Xiong; Xiao, Jun-An; Xiang, Hao-Yue; Yang, Hua. Quality Control of fac-Tris(2-phenylpyridine)iridiumThis research focused onvisible light photoredox catalyst cascade ortho hydroxycinnamic ester; fluoroalkylated coumarin preparation. The article conveys some information:

A general and straightforward protocol for di-/perfluoroalkylation of ortho-hydroxycinnamic esters via a photoredox-catalyzed cascade was developed to access a variety of 3-fluoroalkylated coumarins. This method was characterized by all-in-one synthetic design, simplified operation, mild reaction conditions, and broad substrate scope. Moreover, a sequential one-pot procedure starting from com. available salicylaldehyde was also successfully realized to synthesize 3-fluoroalkylated coumarins. The experimental part of the paper was very detailed, including the reaction process of fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Quality Control of fac-Tris(2-phenylpyridine)iridium)

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Quality Control of fac-Tris(2-phenylpyridine)iridium

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Category: pyridine-derivativesOn March 31, 1997, Epsztajn, J.; Plotka, M. W.; Grabowska, A. published an article in Synthetic Communications. The article was 《Application of organolithium compounds in organic synthesis. Part 19. Synthetic strategies based on aromatic metalation. A concise regiospecific synthesis of 3-halogenated picolinic and isonicotinic acids》. The article mentions the following:

The synthesis of the halogenated picolin- and isonicotinanilides I (R = Cl, Br, iodo, X = N, Y = CH; X = CH, Y = N) (II) via metalation (n-BuLi) of the anilides I (R = H) and then the reaction of the generated bis-lithiated anilides with halogenating agents (CCl3-CCl3, CH2Br-CH2Br, I2) followed by subsequent acidic hydrolysis of II, as a way of regiospecific transformation of picolinic and isonicotinic acids into their C3-halogenated derivatives, is described. In the experiment, the researchers used many compounds, for example, Methyl 3-chloropicolinate(cas: 116383-98-3Category: pyridine-derivatives)

Methyl 3-chloropicolinate(cas: 116383-98-3) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Vernia, Jennifer E.; Warmin, Mary R.; Krause, Jeanette A.; Tierney, David L.; Baldwin, Michael J. published 《Photochemistry and Anion-Controlled Structure of Fe(III) Complexes with an α-Hydroxy Acid-Containing Tripodal Amine Chelate》.Inorganic Chemistry published the findings.Computed Properties of C6H7Br2N The information in the text is summarized as follows:

The tripodal amine chelate with two pyridyl groups and an α-hydroxy acid (AHA) group, Pyr-TPA-AHA, was synthesized. Different Fe(III) complexes form with this chelate depending upon the counterion of the Fe(III) source used in the synthesis. A dinuclear complex, Fe(III)2(Pyr-TPA-AHA)2(μ-O), 1, and mononuclear complexes Fe(III)(Pyr-TPA-AHA)X (X = Cl- or Br-, 2 and 3, resp.) were synthesized. 2 Can be easily converted to 1 by addition of silver nitrate or a large excess of water. The structure of 1 was solved by x-ray crystallog. (C32H34N6O7Fe2·13H2O, a 14.1236(6), b 14.1236(6), c 21.7469(15) Å, α = β = γ 90.°, tetragonal, P42212, Z = 4). 2 And 3 each have simple quasireversible cyclic voltammograms with E1/2 (vs. aqueous Ag/AgCl) = +135 mV for 2 and +470 for 3 in acetonitrile. The cyclic voltammogram for 1 in acetonitrile has a quasireversible feature at E1/2 = -285 mV and an irreversible cathodic feature at -1140 mV. All three complexes are photochem. active upon irradiation with UV light, resulting in cleavage of the AHA group and reduction of the iron to Fe(II). Photolysis of 1 results in reduction of both Fe(III) ions in the dinuclear complex for each AHA group that is cleaved, while photolysis of 2 and 3 results in reduction of a single Fe(III) for each AHA cleavage. The quantum yields for 2 and 3 are significantly higher than that of 1. The experimental process involved the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Computed Properties of C6H7Br2N)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Computed Properties of C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Nuclear Medicine and Biology included an article by Li, Junling; Gray, Brian D.; Pak, Koon Y.; Ng, Chin K.. Safety of Bis(pyridin-2-ylmethyl)amine. The article was titled 《Targeting phosphatidylethanolamine and phosphatidylserine for imaging apoptosis in cancer》. The information in the text is summarized as follows:

Thus the objective was to determine whether PE-targeting 18F-duramycin and PS-targeting 18F-Zn-DPA could be used for imaging apoptosis. Duramycin and Zn-DPA were labeled with either 18F-Al or 18F-SFB. U937 cells were incubated with four different concentrations of camptothecin (CPT). For assessing the effect of incubation time on uptake, 37 MBq of radiotracer was added to cells incubated for 15, 30, 60, and 120 min at 37°C. Both FITC-Zn-DPA and FITC-duramycin localized mainly on the cell membrane during early apoptosis and then translocated to the inside during late apoptosis. Uptake of FITC-duramycin, however, was higher than that of FITC-Zn-DPA. Cellular uptake of four different radiotracers was also proportional to the degree of apoptosis, increasing slightly over time and reaching a plateau at about 1 h. The blocking experiments demonstrated that uptake in all the control groups was predominantly non-specific, whereas the specific uptake in all the treated groups was at least 50% for both 18F labeled duramycin and Zn-DPA. Both PE-targeting 18F-duramycin and PS-targeting 18F-Zn-DPA could be considered as potential radiotracers for imaging cellular apoptosis. Advances in knowledge and implications for patient care: Cellular data support the further development of radiotracers targeting either PE or PS for imaging apoptosis, which can associate with clin. outcome for cancer patients. In the part of experimental materials, we found many familiar compounds, such as Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Safety of Bis(pyridin-2-ylmethyl)amine)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. Safety of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Organic Chemistry Frontiers included an article by Zhou, Chunhui; Hu, Jinsong; Wang, Yuan; Yao, Changguang; Chakraborty, Priyanka; Li, Huaifeng; Guan, Chao; Huang, Mei-Hui; Huang, Kuo-Wei. HPLC of Formula: 141-86-6. The article was titled 《Selective carbonylation of benzene to benzaldehyde using a phosphorus-nitrogen PN3P-rhodium(I) complex》. The information in the text is summarized as follows:

A PN3P pincer pyridinediamine ligand 2,6-(R2PNH)C5H3N (1; R = cyclopentyl, C5H5N = pyridine) bearing dicyclopentylphosphine substituents reacts with [Rh(COD)Cl]2 (COD = 1,5-cyclooctadiene) to produce the complex (PN3P)RhCl (2). Treatment of a benzene solution of 2 with KN(SiMe3)2 stimulates a dearomatization process, and C-H activation of benzene is achieved through the rearomatization of the central pyridine ring. This deprotonation/reprotonation of the NH arm of 2 gives the Ph complex (PN3P)Rh(C6H5) (3). The subsequent introduction of CO gas into 3 yields the benzoyl complex (PN3P)RhCO (C6H5) (4), which can release benzaldehyde upon treatment with diluted HCl solution and regenerates 2. The experimental part of the paper was very detailed, including the reaction process of 2,6-Diaminopyridine(cas: 141-86-6HPLC of Formula: 141-86-6)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.HPLC of Formula: 141-86-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《A simple approach to indeno-coumarins via visible-light-induced cyclization of aryl alkynoates with diethyl bromomalonate》 were Li, Qingrui; Yin, Yunnian; Li, Yabo; Zhang, Jianye; Huang, Mengmeng; Kim, Jung Keun; Wu, Yangjie. And the article was published in Organic Chemistry Frontiers in 2019. Quality Control of fac-Tris(2-phenylpyridine)iridium The author mentioned the following in the article:

Visible-light-induced triple-domino cyclization between aryl alkynoates R1C6H4OC(O)CCC6H4R2 (R1 = H, 2-Cl, 3-tert-Bu, etc.; R2 = H, 4-Me, 4-Cl, 4-F, 4-OMe) and di-Et bromomalonate was developed for the synthesis of indeno-coumarins I (R3 = H, 1-Cl, 4-tert-Bu, 2-tert-Bu, etc.; R4 = H, 9-Me, 9-F, 9-Cl, 9-MeO). This one-pot method substantially simplified the production process for indeno-coumarins I and a series of indeno-coumarins could be isolated in moderate to high yields. It was found that the obtained indeno-coumarins I could be used as addnl. photosensitizers to initiate this transformation. A possible radical mechanism accompanying the processes of electron transfer and energy transfer is proposed based on the results of ESI-MS anal., cyclic voltammetry, Stern-Volmer quenching experiments and control experiments The photoluminescence properties (emission spectra and quantum yields) of the obtained indeno-coumarins I were investigated.fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Quality Control of fac-Tris(2-phenylpyridine)iridium) was used in this study.

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Quality Control of fac-Tris(2-phenylpyridine)iridium

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Phosphate and polyphosphate anion recognition by a dinuclear copper(II) complex of an unsymmetrical squaramide》 were Esteves, Catarina V.; Costa, Judite; Esteban-Gomez, David; Lamosa, Pedro; Bernard, Helene; Platas-Iglesias, Carlos; Tripier, Raphael; Delgado, Rita. And the article was published in Dalton Transactions in 2019. Safety of Bis(pyridin-2-ylmethyl)amine The author mentioned the following in the article:

In the search for receptors suitable for the recognition of phosphate or polyphosphate anions, a new unsym. squaramide-based ligand bearing dipicolylamine (dpa) and ethylpiperazine units (L) (I) was designed and prepared The acid-base reactions of L, its copper(II) complexation behavior and the binding of phosphate and polyphosphate anions by the copper(II) complexes used as receptors were evaluated. 1H and 13C NMR titrations of L performed in D2O allowed the determination of its protonation sequence. The ligand L is able to coordinate two copper(II) cations forming thermodynamically stable dinuclear complexes likely having two water mols. bound to each metal center, as supported by DFT calculations Coordinated water mols. can be replaced by the O-donors of the phosphate/polyphosphate anions. The potentiometric studies showed that at 2 : 1 Cu2+ : L ratio the dinuclear [Cu2LH-1]3+ species predominates from pH ∼ 5 to ∼7, and hydroxodinuclear species prevail at pH > 7. 1H NMR experiments in both H2O/D2O 9 : 1 volume/volume and in DMSO proved that copper(II) coordination provokes deprotonation of the squaramide NH bound to the ethylpiperazine moiety, resulting in [Cu2LH-1]3+ species. The dicopper(II) complexes of L, [Cu2LH-i]4-i, were used as the receptor for the uptake of some phosphate and polyphosphate anions. The receptor presents very high association constants with HPPi3- and ATP4- and the determined Keff showed that at physiol. pH ATP4- is selectively taken from an aqueous solution containing phenylphosphate (PhPO42-), aminoethylphosphate (Haep-), AMP2- and ADP3-, but HPPi3- strongly interferes. DFT calculations suggest that the strong interaction with HPPi3- and ATP4- is related to the simultaneous coordination of the polyphosphate unit to the two copper(II) centers. In the experimental materials used by the author, we found Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Safety of Bis(pyridin-2-ylmethyl)amine)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. The compound is a tridentate ligand in coordination chemistry and commonly used to produce Zn-based chemosensors/probes, such as Zinpry.Safety of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Discovery of a Dual Tubulin Polymerization and Cell Division Cycle 20 Homologue Inhibitor via Structural Modification on Apcin》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Huang, Pan; Le, Xiangyang; Huang, Fei; Yang, Jie; Yang, Haofeng; Ma, Junlong; Hu, Gaoyun; Li, Qianbin; Chen, Zhuo. Category: pyridine-derivatives The article mentions the following:

Apcin is one of the few compounds that have been previously reported as a Cdc20 specific inhibitor, although Cdc20 is a very promising drug target. We reported here the design, synthesis, and biol. evaluations of 2,2,2-trichloro-1-aryl carbamate derivatives as Cdc20 inhibitors. Among these derivatives, compound 9f(I) was much more efficient than the pos. compound apcin in inhibiting cancer cell growth, but it had approx. the same binding affinity with apcin in SPR assays. It is possible that another mechanism of action might exist. Further evidence demonstrated that compound 9f also inhibited tubulin polymerization, disorganized the microtubule network, and blocked the cell cycle at the M phase with changes in the expression of cyclins. Thus, it induced apoptosis through the activation of caspase-3 and PARP. In addition, compound 9f inhibited cell migration and invasion in a concentration-dependent manner. These results provide guidance for developing the current series as potential new anticancer therapeutics. The experimental part of the paper was very detailed, including the reaction process of 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Category: pyridine-derivatives)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《AIBN for Ru-catalyzed meta-CAr-H alkylation》 was published in Organic Chemistry Frontiers in 2020. These research results belong to Yang, Suling; Yan, Bingxu; Zhong, Lei; Jia, Chunqi; Yao, Dan; Yang, Chunli; Sun, Kai; Li, Gang. Reference of 2-Bromo-5-methylpyridine The article mentions the following:

The meta-CAr-H alkylation of arenes with radicals produced from AIBN in the presence of a RuCl3 catalyst was presented. This development not only confirmed that ruthenium-catalyzed meta-CAr-H bond functionalization was a radical process, but also provided an efficient and practical strategy for the preparation of aromatic compounds containing a nitrile group, which were prevalent in a diverse range of biol. active mols. and other functional materials. In the experiment, the researchers used 2-Bromo-5-methylpyridine(cas: 3510-66-5Reference of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Reference of 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Redox-neutral photocatalytic radical cascade cyclization for the synthesis of CH2CN/CF2COOEt/CF3 containing benzo[4,5]imidazo[2,1-a]isoquinolin-6(5H)-one derivatives》 was published in Journal of Organic Chemistry in 2020. These research results belong to Liu, Liang; Yang, De-Yong; He, Yan-Hong; Guan, Zhi. Application of 94928-86-6 The article mentions the following:

A novel method for the synthesis of benzo[4,5]imidazo[2,1-a]isoquinoline derivatives I (R = CH2CN, CF3, CF2COOEt; R1 = H, 9,10-diMe; R2 = H, 3-Me, 3-Cl, etc.) via visible-light-induced radical cascade cyclization is described. By using N-methacryloyl-2-phenylbenzimidazoles and diverse radical precursors, various benzo[4,5]imidazo[2,1-a]isoquinoline derivatives containing CH2CN/CF2COOEt/CF3 can be formed in good to excellent yields under mild reaction conditions. The method exhibits good functional group tolerance and a wide range of substrate scope.fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Application of 94928-86-6) was used in this study.

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Application of 94928-86-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem